View 25 Lighthouse Road Southold, NY MLS# 983217
  • Virtual Tour
1 of 46
$1,899,000
4

Beds

2.1

Baths

3,800

Sq.Ft.

25 Lighthouse Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 46520 County Rte 48 11 Southold, NY MLS# 979313
  • Recently Listed
1 of 12
$99,999
2,400

Sq.Ft.

46520 County Rte 48 11

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 240 Lisa Drive Southold, NY MLS# 982950
  • Recently Listed
1 of 20
$999,000
4

Beds

2.1

Baths

1,862

Sq.Ft.

240 Lisa Drive

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 150 Baywater Avenue Southold, NY MLS# 985489
  • Recently Listed
1 of 3
$850,000
3

Beds

4.0

Baths

2,100

Sq.Ft.

150 Baywater Avenue

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 4745 N Bayview Road Southold, NY MLS# 979680
$2,200,000
4

Beds

3.3

Baths

5,500

Sq.Ft.

4745 N Bayview Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1020 Ruch Lane Southold, NY MLS# 960778
  • Recently Listed
1 of 35
$1,895,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

1020 Ruch Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 700 Gin Lane Southold, NY MLS# 985445
  • Recently Listed
1 of 21
$1,799,995
4

Beds

3.1

Baths

2,627

Sq.Ft.

700 Gin Lane

Southold, NY

Courtesy of SERHANT EAST END LLC
View 600 Highwood Road Southold, NY MLS# 983742
  • Recently Listed
1 of 14
$999,999
3

Beds

2.0

Baths

1,954

Sq.Ft.

600 Highwood Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 52325 County Road 48 8 Southold, NY MLS# 985938
  • Recently Listed
1 of 7
$150,000
Studio

Beds

1.0

Baths

230

Sq.Ft.

52325 County Road 48 8

Southold, NY

Courtesy of EREALTY ADVISORS INC
View 340 Rambler Road Southold, NY MLS# 976177
  • Recently Listed
1 of 18
$960,000
3

Beds

2.0

Baths

1,700

Sq.Ft.

340 Rambler Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 600 Glenn Road Southold, NY MLS# 975377
  • Recently Listed
1 of 27
$1,990,000
4

Beds

5.1

Baths

3,499

Sq.Ft.

600 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 450 Sterling Woods Lane Southold, NY MLS# 957867
$2,295,000
4

Beds

3.0

Baths

3,769

Sq.Ft.

450 Sterling Woods Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 6625 Hortons Lane Southold, NY MLS# 978724
  • Recently Listed with Virtual Tour
1 of 22
OPEN HOUSE: Saturday 4/25 11:30 AM - 1:30 PM
$989,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

6625 Hortons Lane

Southold, NY

Courtesy of SIGNATURE PREMIER PROPERTIES
View 5845 N Bayview Road Southold, NY MLS# 964309
  • Virtual Tour
1 of 24
$1,050,000
3

Beds

2.0

Baths

1,989

Sq.Ft.

5845 N Bayview Road

Southold, NY

Courtesy of ENGEL & VOLKERS NORTH FORK
View 470 Windy Point Lane Southold, NY MLS# 975344
$1,495,000
3

Beds

3.0

Baths

1,600

Sq.Ft.

470 Windy Point Lane

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1400 Calves Neck Road Southold, NY MLS# 966843
$899,000
4

Beds

3.0

Baths

2,900

Sq.Ft.

1400 Calves Neck Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1025 Long Creek Drive Southold, NY MLS# 949614
$1,399,000
4

Beds

2.1

Baths

2,690

Sq.Ft.

1025 Long Creek Drive

Southold, NY

Courtesy of ENGEL & VOLKERS NORTH FORK
View 19620 Soundview Avenue Southold, NY MLS# 957966
$4,395,000
7

Beds

7.1

Baths

7,300

Sq.Ft.

19620 Soundview Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 5195 Old North Road Southold, NY MLS# 918103
$9,400,000
20,000

Sq.Ft.

5195 Old North Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1000 Gin Lane Southold, NY MLS# 961780
$699,000
2

Beds

1.0

Baths

1,189

Sq.Ft.

1000 Gin Lane

Southold, NY

Courtesy of CENTURY 21 ALBERTSON REALTY

About Southold

Maritime history, fresh salty air and fishing cruises are just a few of the unique attractions to the Southold area.  Railroad and maritime museums combine with the meticulously preserved historic homes of former sea captains and famous artists like Walt Whitman.  Developed and natural recreational areas are ideal for water sports, although recreation departments provide year-round activities from sports programs to concerts and field trips. 

Listings in Southold, NY

57

Estimated median home price

$1,495,000
Southold NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Southold, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Southold, NY.

Homes for Sale by Price in Southold, NY

PriceCount
$0 - 100K1
$100K - 200K1
$200K - 300K1
$300K - 400K0
$400K - 500K3
$500K - 600K0
$600K - 700K4
$700K - 800K3
$800K - 900K3
$900K - 1M5
$1M - Max36

Homes for Sale by Type in Southold, NY

Property TypeCount
Single Family42
Townhouse0
Condo2
Commercial5
Rental62
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/21/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.